Molecules 2013, 18(12), 14961-14976; doi:10.3390/molecules181214961
Article

Synthesis, Spectroscopic and Semiempirical Studies of New Quaternary Alkylammonium Conjugates of Sterols

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Received: 6 November 2013; in revised form: 27 November 2013 / Accepted: 28 November 2013 / Published: 5 December 2013
(This article belongs to the Section Organic Synthesis)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: New quaternary alkylammonium conjugates of steroids were obtained by two step reaction of sterols (ergosterol, cholesterol, dihydrocholesterol) with bromoacetic acid bromide, followed by bimolecular nucleophilic substitution with a long chain tertiary alkylamine. The structures of products were confirmed by spectral (1H-NMR, 13C-NMR, and FT-IR) analysis, mass spectrometry and PM5 semiempirical methods. The pharmacotherapeutic potential of synthesized compounds has been estimated on the basis of Prediction of Activity Spectra for Substances (PASS).
Keywords: sterols; quaternary alkylammonium salt; conjugates; Prediction of Activity Spectra for Substances; PM5 calculations
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MDPI and ACS Style

Brycki, B.; Koenig, H.; Kowalczyk, I.; Pospieszny, T. Synthesis, Spectroscopic and Semiempirical Studies of New Quaternary Alkylammonium Conjugates of Sterols. Molecules 2013, 18, 14961-14976.

AMA Style

Brycki B, Koenig H, Kowalczyk I, Pospieszny T. Synthesis, Spectroscopic and Semiempirical Studies of New Quaternary Alkylammonium Conjugates of Sterols. Molecules. 2013; 18(12):14961-14976.

Chicago/Turabian Style

Brycki, Bogumił; Koenig, Hanna; Kowalczyk, Iwona; Pospieszny, Tomasz. 2013. "Synthesis, Spectroscopic and Semiempirical Studies of New Quaternary Alkylammonium Conjugates of Sterols." Molecules 18, no. 12: 14961-14976.


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